Facile synthesis of substituted arylthioureas in the presence of sodium hydride

Cao, Qiang; Liu, Fang; Wang, Min; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Li, Yuesheng; Dong, Zhi‐Bing

doi:10.3184/174751917x14931424175476

Cited by 7 publications

(1 citation statement)

References 17 publications

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“…For example, various di-and trisubstituted thioureas were obtained in 63-92% yield via the reaction of trimethylamine or DABCO salts of dithiocarbamates and primary or secondary amines [57]. Cerium ammonium nitrate was used as a catalyst, and the condensation was carried out in acetonitrile at room temperature for 2-24 h. A series of 1-aryl-3,3-dimethylthioureas were prepared in 70-92% yield from aryl amines which were first treated with sodium hydride in DMSO and then heated with S-aryl-N,N-dimethyldithiocarbamates for 3-5 h at 90 • C, with the release of thiophenol byproduct [58].…”

Section: Reaction Of Isothiocyanates With Aminesmentioning

confidence: 99%

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

et al. 2020

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For almost 20 years, thioureas have been experiencing a renaissance of interest with the emerged development of asymmetric organocatalysts. Due to their relatively high acidity and strong hydrogen bond donor capability, they differ significantly from ureas and offer, appropriately modified, great potential as organocatalysts, chelators, drug candidates, etc. The review focuses on the family of chiral thioureas, presenting an overview of the current state of knowledge on their synthesis and selected applications in stereoselective synthesis and drug development.

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Section: Reaction Of Isothiocyanates With Aminesmentioning

confidence: 99%

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

et al. 2020

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Copper‐Catalyzed S‐Arylation of Tetraalkylthiuram Disulfides by Using Diaryliodonium Salts

Zeng

Xing

et al. 2017

Eur J Org Chem

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An efficient and convenient procedure for the S‐arylation of tetraalkylthiuram disulfides by using diaryliodonium salts was explored. In the presence of CuI/KOtBu, two kinds of S‐aryl dithiocarbamates could be obtained in good to excellent yields at one time with no clear selectivity. This method has the advantages of efficiency, good atom economy, and broad substrate scope. This protocol allows the facile and convenient preparation of some potentially biologically active compounds.

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Nickel‐Catalyzed C–S Coupling: Synthesis of Diaryl Sulfides Starting from Phenyldithiocarbamates and Iodobenzenes

Liu

Cao

et al. 2017

Eur J Org Chem

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A nickel‐catalyzed C–S bond‐formation protocol for the synthesis of diaryl sulfides is described. In a reaction catalyzed by NiCl2, phenyldithiocarbamates react with iodobenzenes to give diaryl sulfides smoothly in good to excellent yields (66–93 %). The catalyst is cheap, the reaction is easy to carry out, the substrate scope is broad, and the yields are good. Thus, this gives an alternative way to prepare diaryl sulfides.

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Facile synthesis of substituted arylthioureas in the presence of sodium hydride

Cited by 7 publications

References 17 publications

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

Chiral Thioureas—Preparation and Significance in Asymmetric Synthesis and Medicinal Chemistry

Copper‐Catalyzed S‐Arylation of Tetraalkylthiuram Disulfides by Using Diaryliodonium Salts

Nickel‐Catalyzed C–S Coupling: Synthesis of Diaryl Sulfides Starting from Phenyldithiocarbamates and Iodobenzenes

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